Sex & Shenanigans

This may be a bad analogy, but I'm going to make it anyway. My entire life is had pretty specific type: Brown, nice shoulders, 5'10"- 5'7". However, Lit is a different place, it allows space for unexpected attraction. Here I am, into tall white boys after 40+ years of brown boy tunnel vision.

You're right though, there is a preference, there needs to be a spark. I guess my point is, if you feel a spark, explore it. Don't allow your pre-existing notions to stop you
Very well stated, I too have a narrow type that my time here has opened up.
 
This may be a bad analogy, but I'm going to make it anyway. My entire life is had pretty specific type: Brown, nice shoulders, 5'10"- 5'7". However, Lit is a different place, it allows space for unexpected attraction. Here I am, into tall white boys after 40+ years of brown boy tunnel vision.

You're right though, there is a preference, there needs to be a spark. I guess my point is, if you feel a spark, explore it. Don't allow your pre-existing notions to stop you
I don't have a type per say, I do have a preference for blondes and redheads who are a little nerdy. Everyone I've dated though has had brown hair.
 
Ok so here’s something I’m curious about …


If you were suddenly single and back out in the dating world ..,

Would you date someone who is transgender… would it matter if they were pre- or post-op?
Generally… I’m down to clown.

I’ll try most things twice. If I'm into the person, I don’t really care what kind of parts they have. If it’s different than what I’m used to, they might have to teach me. And, I do enjoy a good teacher/student dynamic 🤭
 
Ha! That's a good one. Especially the bit that it was a pager 😂
Yes, it was the briefest moment in time that pagers were a thing 🤣 Occasionally, I will see a movie or TV show set in a time when they were common and am like “holy fuck, I forgot those ever existed!”

Ok so here’s something I’m curious about …


If you were suddenly single and back out in the dating world ..,

Would you date someone who is transgender… would it matter if they were pre- or post-op?

My curiosity in this extends in scenarios …

Like imagine you’ve met someone you’re into and early on find out they are trans .. but it’s early so you don’t discuss the pre- or post-op situation cuz you’re still getting to know one another…

It goes on until you finally come to the intimacy portion of the relationship… now.. you find out they are pre-op and sex isn’t going to be like the usual cis-sex you’ve been accustomed to …
Yes, but with some serious considerations needed. I would definitely consider it if I was attracted and felt a connection to them, but if I’m being honest, I’ve never fallen in love with a woman, so a trans person would be just as tough to sell.

(Back to grammar for a moment, that reminds me: “for sell” is one of my pet peeves. I’ve seen managers of large retail stores not know the difference and put this on signs all over the store 🤦🏻‍♀️ That just reflected poorly on the entire store.)

Sure, women are clearly the superior beings and boobs are spectacular, but I love dick too much to give that up entirely, and that safe and secure feeling of being in man’s arms... I want to say I’d love the person regardless of their parts, but if they’re trans male pre-op or trans female post-op, I would miss the D 🫢 I also think it might mess with my head if they were not in their final form when I met them, whether they decided to get top and/or bottom surgery or not. From a purely physical pleasure perspective, boobs and dick together would be fun to play with, but my health issues have effectively ended possibility of un-screened 1-night stands, not to mention being the kind of person who craves connection on some level, even if it’s not full-on love. Sooo…short answer, yes, would consider, but it’s about as likely as me falling for another woman.

Going back and listening to the audio book of LOTR fellowship of the ring. Good book but it seems tarnished to me in some way. Can't put my finger on it,.
Who reads the audiobook? I remember during the pandemic lockdown days, Andy Serkis did a full reading of The Hobbit (broken up into pieces, but many many hours) on webcam for charity and it was amaaazing!
 
Generally… I’m down to clown.

I’ll try most things twice. If I'm into the person, I don’t really care what kind of parts they have. If it’s different than what I’m used to, they might have to teach me. And, I do enjoy a good teacher/student dynamic 🤭
Excellent!! How to climax with Q's underdeveloped anatomy 101....
 
Last edited:
Hm... I've seen some trans men look really good so physical attraction with clothes on wouldn't be an issue just because they are trans.

But when it comes to sex and societal acceptance (if I'm thinking of a relationship leading to marriage and kids etc)... I think it would be too complicated for me to be open to trans men on something like a dating app.

If I already knew him? Then it really depends on the circumstances. Never say never, but there would be a lot of barriers. I've come to realize how important good sex is as I've gotten older so that is a huge barrier for me if they are pre-op. I'm fairly ignorant about how good things work post op but I wouldn't assume someone would definitely do surgery either. I've also led a fairly conservative life so I'd be very concerned about the social/ familial fallout too.
 
Hm... I've seen some trans men look really good so physical attraction with clothes on wouldn't be an issue just because they are trans.

But when it comes to sex and societal acceptance (if I'm thinking of a relationship leading to marriage and kids etc)... I think it would be too complicated for me to be open to trans men on something like a dating app.

If I already knew him? Then it really depends on the circumstances. Never say never, but there would be a lot of barriers. I've come to realize how important good sex is as I've gotten older so that is a huge barrier for me if they are pre-op. I'm fairly ignorant about how good things work post op but I wouldn't assume someone would definitely do surgery either. I've also led a fairly conservative life so I'd be very concerned about the social/ familial fallout too.
Again… I love the open and honest answers I get from you all …. I appreciate the thought you put into this ❤️
 
My curiosity in this extends in scenarios …

Like imagine you’ve met someone you’re into and early on find out they are trans .. but it’s early so you don’t discuss the pre- or post-op situation cuz you’re still getting to know one another…

It goes on until you finally come to the intimacy portion of the relationship… now.. you find out they are pre-op and sex isn’t going to be like the usual cis-sex you’ve been accustomed to …
Every relationship is different, and I am different than I was 30-something years ago, so it is hard to say how I would react now, only how I did then.

We met through a friend with an art gallery. We ended up talking for about six hours, I took her to lunch and then coffee later, just talking about art and music and theater and everything else. She was stunningly beautiful, probably the most beautiful woman I have ever personally talked to. And she was actively pursuing me. That is so outside my experience-- honestly, her coming on to me was stranger to me than her being transgender.

As for the sex, yes, it was different. Without being too explicit, we did not progress to the point that condoms were involved (and this was at a period when yes, condoms would absolutely be required) but we still enjoyed each other. She didn't push me to anything I wasn't comfortable with, we communicated very openly, and it was lovely. It wasn't entirely what I was accustomed to, but it was lovely. Her seducing me was the only real weird part, heh.

I am 97.5% straight. I have only been with one trans woman, and one man, and only women before and since, but there is beauty in the "maybe."
 
My curiosity in this extends in scenarios …

Like imagine you’ve met someone you’re into and early on find out they are trans .. but it’s early so you don’t discuss the pre- or post-op situation cuz you’re still getting to know one another…

It goes on until you finally come to the intimacy portion of the relationship… now.. you find out they are pre-op and sex isn’t going to be like the usual cis-sex you’ve been accustomed to …
So I could/would definitely crush on that particular person and flirt the hell out, but ultimately a close platonic relationship is as far as it would likely go. I’m probably too far along to learn a whole new kind of sex as my only sex in a romantic relationship and while I’m pro “you be you” for what each person choses for their identity, gender, sexuality, there are likely limits to what would truly get me excited. I just really love the cis-female body.
 
Back
Top